2'-[(t-Butoxycarbonylamino)methyl]-1,1-biphenyl-4-methanol → 4(R)-Benzyloxycarbonylamino-2,3,4,5-tetrahydro-2-[[2'-[[(t-butoxycarbonyl)amino]methyl][1,1'-biphenyl]-4-yl]-methyl]-1H-2-benzazepin-3-one

HRID 1078158

Reaktionsgleichung

Reaktionsgleichung von HRID 1078158
[CH2:1]([O:8][C:9]([NH:11][C@@H:12]1[CH2:18][C:17]2[CH:19]=[CH:20][CH:21]=[CH:22][C:16]=2[CH2:15][NH:14][C:13]1=[O:23])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:24]([O:28][C:29]([NH:31][CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=1[C:39]1[CH:44]=[CH:43][C:42]([CH2:45]O)=[CH:41][CH:40]=1)=[O:30])([CH3:27])([CH3:26])[CH3:25]>>[CH2:1]([O:8][C:9]([NH:11][C@@H:12]1[CH2:18][C:17]2[CH:19]=[CH:20][CH:21]=[CH:22][C:16]=2[CH2:15][N:14]([CH2:45][C:42]2[CH:41]=[CH:40][C:39]([C:34]3[CH:35]=[CH:36][CH:37]=[CH:38][C:33]=3[CH2:32][NH:31][C:29]([O:28][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:30])=[CH:44][CH:43]=2)[C:13]1=[O:23])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

3

Edukt 2

HCID 220084722'-[(t-Butoxycarbonylamino)methyl]-1,1-biphenyl-4-methanolHCID 228644254(R)-Benzyloxycarbonylamino-2,3,4,5-tetrahydro-1H-2-benzazepin-3-one

Produkt 1

HCID 228644274(R)-Benzyloxycarbonylamino-2,3,4,5-tetrahydro-2-[[2'-[[(t-butoxycarbonyl)amino]methyl][1,1'-biphenyl]-4-yl]-methyl]-1H-2-benzazepin-3-one

Versuchsvorschrift

Prepared from 4(R)-benzyloxycarbonylamino-2,3,4,5-tetrahydro-1H-2-benzazepin-3-one (Step H) and 2'-[(t-butoxycarbonylamino)methyl]-1,1'-biphenyl-4-methanol, methanesulfonate ester (Step F) by the procedure described in Example 1, Step E. 1H NMR (400 MHz, CDCl3): δ1.40 (s, 9H), 3.02 (dd; 12, 16 Hz; 1H), 3.55 (dd; 5, 16 Hz; 1H), 3.87 (d, 18 Hz, 1H), 4.18 (d, 6 Hz, 2H), 4.43 (d, 15 Hz, 1H), 4.60 (br t, 6 Hz, 1H), 4.95 (d, 15 Hz, 1H), 5.07 (d, 18 Hz, 1H), 5.13 (s, 2H), 5.29 (dd; 5, 12 Hz; 1H), 6.25 (d, 6 Hz, 1H), 6.87 (d, 8 Hz, 1H), 7.04 (t, 8 Hz, 1H), 7.10 (d, 8 Hz, 1H), 7.13-7.45 (m, 14 H). FAB-MS: calculated for C37H39N3O5 605; found 612 (M+Li,100%).

Quellen und Nachweise

ORD-Eintrag
ord-1ddcdd4afc7d48788cb97edfb6af0a83
Quelldatensatz
uspto-grants-1996_08
Patentnummer
US05545735

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